Ross and Bobby are in bed together today and Ross is going to be practicing some anal with Bobby. Although Ross is a little nervous about what he is going to be doing, the lure of easy money is too hard to deny. The boys quickly shucked off their clothes, then, sitting side by side on the bed, Bobby and Ross wanked themselves off. A few minutes of playing with their dicks and Bobby suggested that they jerk each other off. Each boy wrapped a hand around the other's cock and started putting in some hard wrist action. It didn't take long for Bobby and Ross to get their cocks standing to attention and as Ross was still a newbie, Bobby offered to go down on him first. Ross, with a huge grin on his face, held his dick straight as Bobby leaned over and slid the cock into his straight boy mouth. Bobby enthusiastically bobbed up and down, going deep every now and again. Choking once or twice, Bobby went right back to work, all the while, Ross panted with pleasure. Unable to help himself, Ross stared down as Bobby showed off his oral skills, Ross obviously liking what he saw. Pausing only to give the hard shaft a few pumps, Bobby was having no trouble deep throating, much to Ross's delight. For Ross, the oral was over all too soon but now, he was about to fuck some boy ass for the first time.

As the two boys got themselves prepared, they debated on which was the best position to start out in, eventually deciding that doggy style would be fun to start with. Kneeling behind Bobby, Ross worked his cock into the tight straight boy ass. With slow but determined thrusts, Ross set a steady pace. Right away, Bobby was groaning as Ross got used to the feel of fucking another guy. While Ross was going as easy as he could, there was no doubt that Bobby was experiencing some discomfort as it had been some time since he had been fucked. Nonetheless, like a true pro, Bobby gritted his teeth and rode out the initial pain, knowing that soon enough, it would be feeling so much better. As Bobby lay down on his front, there was almost a broken ankle when Ross slipped and looked ready to fall off the bed but quickly scrambled to get upright again. Sliding his dick back into the slick hole, Ross slowly rolled his hips as he continued to fuck Bobby. Ross pressed down on Bobby's lower back, all the while, Bobby moaned in pain and gripped the edge of the mattress. Soon enough though, Bobby's somewhat anguished groans took on a tone of pleasure thanks to Ross's skill at riding an ass. Shoving his butt up in the air so that Ross could get even deeper, Bobby seemed to be starting to enjoy being fucked.

Switching it up, Bobby rolled over onto his back with Ross kneeling inbetween his spread legs. Right away, it was easy to see that the new position was much easier for Bobby as he was now able to play with his dick. Able to feel every inch of Ross's nicely shaped cock in his ass, Bobby grunted and groaned like a bitch when Ross dragged him even closer. The second time that Ross was forced to drag him back again, Bobby couldn't help but grin as he said that Ross kept pushing him forward. A quick thrust from Ross and Bobby almost yelled and had him clutching at the bed sheets. Pulling out only to apply some more lube, much to Bobby's appreciation, Ross kept fucking at an almost sedate pace. 'Can you take it?' asked Ross, Bobby replying that he could but only barely. Despite how much pain Bobby seemed to be in, he was still wearing a wide smile when he suggested that they do some spooning. The two boys rearranged themselves on the bed; Bobby laying on his side with Ross molded to his back. By now, both had worked up a hard sweat and it wasn't going to be long before one of them announced that they were ready to shoot their load.

Ross lifted Bobby's leg so that he could get closer, all the while, Bobby moaned in pleasure as the previous discomfort started to ease. Every now and again, Ross let his dick fall all the way out so he could give the lubed ass hole a couple of taps before sliding back in. Wrapping a hand around his own cock, Bobby began jerking himself off in earnest now that he could enjoy getting fucked. Soon enough, dots of cum decorated the navy blue bedsheet and Bobby's stomach as he climaxed. With a cheeky grin on his face, Ross pulled out before dabbing a finger in the cum coating Bobby's stomach and then wiping it along Bobby's bottom lip. Straddling an worn out Bobby, Ross put in some hard wrist action and only moments later, cum rained down onto Bobby's lower chest and stomach. Bobby asked Ross to rub in the cum, which he so obligingly did.